I am in the process of educating myself on the wholesale process.

Landlord may need to file in the Bankruptcy Court a "Motion for Relief from Stay" which will "lift" the stay on the eviction process and allow you to get the Tenant out. 

I need to hire a broker to process the application (with supporting information), counsel me on useful amendments to the AIR form lease and get the lease signed.

Did you need help in the process of selling your home?

When it comes to a commercial mortgage, do you just wait until a couple of months before the mortgage reaches the maturity date before looking into refinancing or do you start the process within a year before the maturity date?

He has a lot of information in that book that will help you navigate the process. 

My wife and I are about to launch our first STR and want to build systems and processes from the get-go. 

I would look at several funds to invest in so I can learn more about the process.

At what point do you feel is the time to structure a trust for your properties?

If you can I'd certainly look into a software that can help point you in a direction and optimize your process.